Acetyl chloride → 4-(Acetoxymethyl)benzoic acid

HRID 2213703노트

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HRID 2213703 반응식
C(N([CH2:6][CH3:7])CC)C.C(Cl)(=[O:10])C.[C:12]([O:15][CH2:16][CH3:17])(=[O:14])[CH3:13].[CH2:18]1[CH2:22][O:21][CH2:20][CH2:19]1>>[C:12]([O:15][CH2:16][C:17]1[CH:7]=[CH:6][C:19]([C:20]([OH:10])=[O:21])=[CH:18][CH:22]=1)(=[O:14])[CH3:13]

참가 물질

5

반응물 4

HCID 6367Acetyl chlorideHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 8857Ethyl Acetate

생성물 1

HCID 70215904-(Acetoxymethyl)benzoic acid

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온도
0 °C

실험 절차

Triethylamine (15.4 ml, 110.4 mmol) was added to a solution of aldehyde (2) (12.57 g, 02.4 mmol) in THF (50 ml) and cooled to 0° C. Acetyl chloride (7.91 g, 110.4 mmol ) was then gradually added over 25 minutes, and the mixture was then left to stir for two hours at room temperature. After one hour, ethyl acetate (200 ml) was added and the solution washed with sodium carbonate (100 ml), HCl (17%, 50 ml) and water (100 ml) respectively. The organic layer was then dried over sodium sulfate and the solvent removed under reduced pressure to give an oil which crystallised when cooled. Re-crystallisation in methanol-hexane gave light yellow crystals.

후처리

  1. waitthe mixture was then left
  2. waitAfter one hour
  3. washthe solution washed with sodium carbonate (100 ml), HCl (17%, 50 ml) and water (100 ml) respectively
  4. dry with materialThe organic layer was then dried over sodium sulfate
  5. customthe solvent removed under reduced pressure
  6. customto give an oil which
  7. customcrystallised when
  8. temperaturecooled
  9. customRe-crystallisation in methanol-hexane gave light yellow crystals

출처 및 근거

ORD 기록
ord-7be0acdcaffa4986b7db8d2a9c31e067
출처 데이터셋
uspto-grants-2006_09
특허 번호
US07105621B2

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